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achieve still lower reflectances, ranging f r o m 82 to 14. Thus it will be seen that for very light soiling, 1 or 2 percentage units, the drop in refeetance is roughly proportional to the amount of soil, b u t that as soiling becomes heavier, more and more soil is required per unit of brightness loss. I f a standard soiled cloth has a reflectance of 2 4 % - - a n d this is not unusually l o w - and its reflectance is raised to 64% a f t e r washing, its 64--24 percentage brightness increase is 84--2------4.100 or 67%. However the per cent soil removal is 100 - - 170/6820 or 97.5%. So the difference between good washing performance and poor p e r f o r m a n c e often depends on the effectiveness with which the last s t u b b o r n traces of soil are removed. Conclusions A great deal remains to be done in the way of studying the soils which are encountered commonly and in determining the methods b y which they attach to fabric fibers and other bases. Such studies are fundamental to the development of a true science of detergency. At present it would be incorrect to say t h a t detergency is on a scientific basis in the same sense as, say oil refining or soap manufacture. There is a considerable amount of basic knowledge as to the general mechanisms b y which soils are attached and b y which they can be detached. Unfortunately there has been v e r y little s t u d y of the ways in
CHEMISTS'
SOCIETY,
FEBRUARY,
which these mechanisms operate, of which ones predominate, and of the specific factors involved in the attachment of individual representative soil types to particular fabric types. Such studies would be of the greatest possible value in developing a true science of detergency. REFERENCES 1. Bacon, 0. C., a n d Smith, J. E., Ind. E n g . Chem. 40, 2361-70 (1948). 2. Brown, C. B., Research (London) 1, 46-48 (1947). 3. British Research Assn. for the Woollen a n d Worsted Industries, Tcans. Textile Inst. 18, 127-142 ( 1 9 4 2 ) . 4. Gotte, E., a n d Kling, W., Kolloid-Z. 64, 227-7, 327-31, 331-5 (1933). 5. Hall, L. P., Am. Dyestuff Reporter 27, 612-16 ( 1 9 3 8 ) . 6. H a r r i s , J. C., Textile Research J o u r n a l $8, No. 11, 669-678 (1948). 7. HoyL L. F., Soap a n d S a n i t a r y Chemicals $4, 42-4, 59 ( 1 9 4 8 ) . 8. Harwood, F. C., a n d Powney, J., Chemistry a n d I n d u s t r y 1948, 579~81. 9. Kind, W , a n d Oldenroth, O., Fetter u n d Seifen 46, 292-9 ( 1 9 3 9 ) . 10. Madsen, Thorkild, "Studies in the Detergent Action and Surface Activity of Soap Solutions," pp. 11, 47-9, 53-4. Nordlundes Bogtrikkeri, Copenhagen, Denmark, 1930. 11. Osterling, J. F., Am. Dyestuff Reporter 27, 617-20 ( 1 9 3 8 ) . 12. Reich, Ir~ing, a n d Snell, Foster Dee, Ind. Eng. Chem. 40, 1233-7, 2333-7 ( 1 9 4 8 ) . 13. Reich, Irving, a n d Snell, Foster Dee, I~d. Eng. Chem. 41, December 1949. 14. Rideal, E. K., Chem. & I n d . 1948, 403, 409. 15. Snell, Foster :Dee, Chemistry a n d I n d u s t r y 1949, 539-45; Chem. E n g . NOTS 27, 2256-62. 16. Spring, W., Z. Chem. Ind. Kolloid 4, 161-8 (1908). 17. Spring, W., Z. Chem. Ind. Kolloid 6, 11-7, 109-11, 164-8 ( 1 9 1 0 ) . 18. Spring, W., Rec. tray. chim. ~8, 424-43 ( 1 9 1 0 ) . 19. Thomas, A. W., "Colloid Chemistry," p. 336. M c G r a w Hill Co., Inc., N. Y., 1934. 20. Utermohlen, William T., Jr., a n d Wallace, E. Louise, Textile Research J o n r n a l 17, 670-88 ( 1 9 4 7 ) . [Received November
ABSTRACTS
STlgUCTURE
17, 1 9 4 9 ]
Don Whyte, Editor I
9 Oils and Fats CRYSTAL
1950
OF
M. M. Piskur, Abstractor SILVER
SALTS
OF
FATTY
ACIDS. V. Vand, A. Aitken, and R. K. Campbell (Lever Bros. & Unilever Ltd., P o r t Sunlight, Cheshire). Acta Cryst. 2, 398-403(1949). Seven silver salts of even-numbered n - f a t t y acids were investigated b y X - r a y s at 20 and 78 ~. Their unit ceils which were determined f r o m powder photographs proved to be triclinic with 2 molecules of silversalt per unit cell. Changes of the unit-cell dimensions with t e m p e r a t u r e s have been observed. A packing of the molecules in the unit cell was suggested. A M I D E S OF S A T U R A T E D A L I P H A T I C ACIDS. A N X - R A Y D I F F R A C T I O N STUDY. ] ) . H . W n r z a n d N . E . Sharpies.
Anal. Chem. 21, 1446-8(1949).
X - r a y diffraction data for the amides of the saturated a]iphatie acids (C1 to C14) are presented. Isostrueturalism among the even m e m b e r s and also among the odd m e m b e r s of the series above Cs is shown. S T U D Y O N T H E E V O L U T I O N OF T H E P E R O X I D E S F O R M E D D U R I N G T H E O X I D A T I O N OF F A T S . M . L o u r y and M. T.
Mellier. Oleagineux 4, 665-8(1949). The methyl esters of the liquid fractions of palm oil absorbed more than twice as much oxygen f r o m an atmosphere of pure oxygen than f r o m air. The changes in peroxide value on autoxidation at 40, 80, and 105 ~ are tabulated and plotted. ]~ELATIONS BETWEEN T H E 0XIDATI0~'q OF U N S A T U RATED G L Y C E R I D E S A N D T H E I R A B S O R P T I O N I N T H E U L -
TRAVIOLET. A. Chevallier, S. Manuel, and C. Burg. Arch. sci. physiol. 2, 329-59, 358-60(1948). A 1% solution of guinea-pig subcutaneous f a t ( I ) in petroleum ether has a relatively level absorption spectrum f r o m 3000 to 2600 A. and a steadily rising optical density down to 2300 2~. The absorption at 2400 A. increases linearly with time of exposure to light, b u t if oxygen is excluded, the absorption change is negligible. This effect is not shown b y the unsaponifiable m a t t e r of the fat. Triolein ( I I ) kept in the dark shows a rise in absorption for 48 hours, then a descent until 96 hours elapses, followed b y a leveling off. (The possibility of contamination with esters of linoleie acid was not excluded.) The onset of the rise can be delayed 96 hours b y restricting the access of the I I to air. This effect is less manifest with lightly oxidized II. Oxidation of I I produces a p r o d u c t with a strong ultraviolet absorption, and this in t u r n decomposes into a product with less absorption. (Chem. Abs. 43, 9091-2.) PATENTS PURIFICATION OF OLEIC ACID. C. G. Goebel ( E m e r y [nds., Inc.). U. S. 2,482,760. 01eie acid containing polyunsaturated acids is refined b y subjecting it to polymerizing conditions and then distilling p u r e oleic acid from the polymerized p o l y u n s a t u r a t e d acids. FATTY
ACIDS
AND
GLYCEI~INE
FROM
FATS.
W.
~V[.
Leaders (Swift & Co.). U. •. 2,489,713. A process for the m a n u f a c t u r e of f a t t y acids and glycerine f r o m fats comprises splitting the f a t in the presence of w a t e r into a mixture of glycerine and f a t t y acids of
Tile
JOUI~NAL OI~' TIIE AMERICAN OIL C I I E M I S T S ' SOCIETY, FEBI~UARY, ] 9 5 0
higher and lower melting points, utilizing the sensible heat in the product of the fat splitting to remove water from the mixture, commingling the resulting mixture with an inert and volatile organic solvent having a preferential solubility for the lower melting point f a t t y acid~ and glycerine at low temperatures, cooling the resulting solution to crystallize a higher melting point f a t t y acid fraction, and separating the crystals from the solution of solvent, lower melting fatty acids, and glycerine. DDT I.N I'ETROLEIJM SOLVENT. J. C. Ilillyer (Phillips l~etroleum Co.). U. S. 2,190,437. An insecticide solution comprises DDT, a lnixture of lanolin and dimerized mixed C~s f a t t y acids, and a petroleum solvent. H I G t t TEMPERATITRE LUBRICANT. T. G. Roehner and G. W. M u r r a y (Socony-Vacuum Oil Co.). U. S. 2,487,376-9. A lubricating grease composition is prepared from a f a t t y material, alkali metal hydroxides or alkaline earth metal hydroxides, a water-dispersible polyvinyl alcohol, and the balance, mineral oil. Other resins, gelatine, and gums are also used. EXTREME PRESSURE IJUBRICANTS. A . J. Morway (Standard Oil Devclopnmnt Co.). U. S. 2,487260. A composition consists essentially of acetylene black, high modulus black, lead oleate, oil solution of polymer for imparting tackiness, sulfnrized f a t t y oil, and refined mineral oil of lubricating grade. t [ I G H TEMI)ERATURE GREASE. Reuben A. Swenson ( S t a n d a r d Oil Co.). U. S. 2,487,080-081. A high temperature grease comprises an alkali metal soap of long chain f a t t y acids, an alkali racial soap of a preferentially oil-soluble sulfonic acid, and a hydrocarbon oil. LUBRICANT. A . J . Revukas (Tidewater Associated Oil Co.). U. S. 2,486,493. A mineral oil composition comprises a mineral oil having dissolved therein a polymcrized ester of the acrylic acid series and an oil soluble f a t t y ester of a phosphorus acid. LUBRICATING COMPOSITION. P. R. Van Ess (Shell I)cvelopment Co.). U. S. 2,487,840. A hibricating oil composition of matter comprises a major amount of an oleaginous material and a minor amount of a stable non-corrosive product of the group of a siftfur-containing and a metal salt of sulfur-containing reaction product.
69
1530-1(1949). This reagent provides a valid method for the determination of vitamin A in whale liver oils. Kitol and some closely related compounds do not interfere with the reaction. VITAMIN A ALCOHOL STABILITY AND ABSOItPTION. I~'LUENCE OF ANTIOXIDANTS. •. J . Kern, Thomas
IN-
Antoshkiw, and M. R. Maiese. Ind. & Eng. Chem. 4l, 2849-53(1949). The unsaponified fractiim of tish liver oil diluted in cottonseed oil was tested for vitamin A stability in the presence of various antioxidants. F o u r per cent lecithin and 2% tocopherol proved the most effective (among those tested) for protecting the vitamin A. With this combination of antioxidants the vitamin A stability was superior to that found in distilled natural esters at 60 ~ in oxygen and air b u t inferior at 30 ~ in oxygen. The added lecithin enhances the absorption i)f vitainin A in humans and the tocopherols exert a sparing action on vitamin A. Thus, these antioxidants increase thc physiological availability of vitamin A and protect it from oxidative destruction. I)ETEIgMINATION OF XORDItIYDROGUAIARETIC Acn) IN TIIE LEAI~" OF LARREA I)IVAgICATA (CRFOSOTE B I I S t t ) .
P. C. Duisberg, L. B. Shires, and C. W. Botkin. A,~al. Ch.em. 21, 1393-6(1949). Nordihydroguaiaretie acid reacts with ammouiuni molybdatc to yield an orange, colored complex. TEE T:SE OF yEAST FOR PREVENTION OF MOLD FORMATION" ON BUTTER. V. Bogdanov and A. Maksimova. Molochnaya Prom. 10, No. 3, 21-3(1949). Addition of 10 nil. of yeast cell suspension to 1 1. butter coinpound (either before or after the souring operation) serves to prevent mold formation in the product for over 1.5 months. (Chem. Abs. 43, 9282.) CONVERSION OF OCTANOIC ACID TO RAT I,IVI'~'~Ir GLYCOGEN STUDIED W I T I I C14, C~3--I,ABELED OCTANOATE. V .
Lorber, et al. J. Biol. Chem. 181, 475-9(1949). Sodium oetanoate ( C H 3. C~*H., 9 (CII~)5" C~30()Na) together with glucose was administered to fasted rats. The distribution of isotopes in the resulting live,r glycogen was found to be consistent with the metabolism of the octanoate by a fl-oxidation which gives rise to 2-carbon fragments. The 2 isotopes entered the respiratory C02 at identical rates, but relatively more C x3 than C z4 appeared in the liver glycogen. The possible significance of this finding was discussed. I N J U R I E S Ob~ TIIE XEgVOUS SYSTEM AFTEIr TIIE FEEDING OF SYNTIIETIC FATS TO ANIMALS. C. Sehaltenbrand
9 Biology and Nutrition M. M. Piskur, Abstractor ISOLATION OF a-MONOPALMITIN FROM IIOG PA.N'CREAS.
M. E. Jones, et al. J. Biol. Chem. 181, 755-60(1949). A white, waxy, crystalline substance isolated iu high yield from alcohol extracts of fresh hog pancreas has been identified as a-monopalmitin b y a variety of chemical and physical tests. The total a-inonoglyeeride content of hog pancreas was estimated by a periodic acid assay procedure to be 1.7-1.9% of the fresh tissue weight. In contrast, the a-monoglyceride content of brain, adrenal, and liver was found to be 0.11% or less. DETERMINATION OF VITAMIN A IN WIIALE LIVER OILS BY ACTIVATED GLYCEROL DICIILOROIIYDRIN. O. n .
Braekkan (Univ. Oslo, Norway).
A~,al. Chem. 21,
and J. S c h o r n . Deut. Z. Nervenheilk. 159, 408-16 (1948). Various fats, synthesized from coal, were fed to rats at a level of 57 or 64% of the total dietary calories. Toxic symptoms ensued with most of the fats, being particularly severe with a synthetic oil containing largely 9, 10 and 11 carbon fat acids. The same diet with 60% of thc calories as eocolmt or peanut oil produced no symptoms. On a diet containing triglyceridcs made from 10 and 11 carbon fat acids, 25 rats developed a shaggy coat and severe spastic paresis of the legs within 4-6 days. Areas of softening in the spinal cord and medulla, and meningeal bleeding were found on autopsy. When the synthetic fat was removed from the diet, the symptoms gradually regressed toward normal. A similar toxic effect of synthetic fats was observed in monkeys. (Chem. Abs. 43, 9195.) T I I E EFFECT OF IIIGII-FAT I)IET IN" ALLOXA,N" DIABETIC
RATS. el. Bornstein and J. F. Nelson. Med. J. Aus-
70
T H E JOURNAL OF TIIE AMERICAN OIL C I t E M I S T S ' SOCIETY, FEBRUARY, 1 9 5 0
tralia I, 121-6(1949). A diet rich in fat ameliorated alloxan diabetes in rats. Diabetic rats are able to utilize fat and convert it to glycogen, regardless of the severity of the diabetes (produced by alloxan). (Chem. Abs. 43, 9234.) INVESTIGATION OF TIIE FATTY ACIDS OF SUM.MER BUT-
TER. ]l. A. Kentie. Netherlands Milk & Dairy J. 3, ]~2-99(1949). The methyl esters of the f a t t y acids of summer b u t t e r were carefully fractionatcd and after conversion into glyceride esters, the different fractions were administered to various groups of rats in growth tests. The assumption was made, that the growth promoting factor was an unsaturated substance, containing 18 C-atoms, which after Twitchell lead salt separation was found in the so-called saturated fatty acid fraction. The only known f a t t y acid which saiisfies the above mentioned conditions is vaccenic acid. A fraction consisting chiefly of vaccenic acid was isolated from b n t t e r fat. This fraction showed growth promoting properties. Partially hydrogenated China wood oil, containing a high coneentration of vaccenic acid, also showed growth promoting properties. Almost pure vaccenic acid showed no growth promoting properties. .:~ STUDY OF TIIE AIKSOKPTION OF FAT AND CAROTENE FROM TIIE GASTROINTESTINAL TRACT. 2). W . Molander.
Yale J. Biol. Med. 2l, 201-10(1949). Absorption from the gastrointestinal tract (2) of corn oil or an emulsion of mineral oil containing carotene in human serum with a particle size of ().5 u was demonstrated. The f a t t y acids of corn oil are not efficient carriers of carotene from I into the tissues but carry carotene to the liver. These facts support the view that a large proportion of corn oil is absorbed from I without hydrolysis and in the form of small droplets. (Chem. Abs. 43, 9211.) -~UTRITIVE CItARACTERISTICS OF RANCID FAT. R. t{. ~arnes, M. CIausen, I. I. Rusoff, 22. T. Hanson, M. E. Swendseid, and G. O. Burr. Arch. sci. physiol. 2, 313-26, 326-8(1948). Weanling rats grew more rapidly on diets containing 5% yeast (I) than on similar diets containing equivalent amounts of pure B-vitamins. This effect was due, at least in part, to rancidification of the fat in the latter diet, and was not abolished b y administering the B-vitamins (except choline which caused local irritation) by subcutaneous injection of the rats on the diet without 2. Addition of highly rancid lard or b u t t e r f a t to a diet free of I resulted in a decrease in growth, but addition of highly rancid lard to a diet containing I did not. Rats on the diet containing highly rancid lard showed low erythrocyte and leucocyte counts and low hemoglobin and liver vitamin A values. The last effect was prevented by feeding of cod-liver oil which did not, however, prevent the growth effect. Less marked changes occurred on the rancid butter diet. Addition of protein, corn oil, wheat-germ oil or extra folic acid, biotin, inositol, and p-aminobcnzoic acid did not reverse the effect of rancid fat on an L f r e e diet; addition of liver extract or 0.5% succinylsulfathiazole did. The presence of highly rancid fat destroys some unknown factor which is produced within the intestine. (Chem. Abs. 43, 9180.) TH:.: O~OWTH A~'D T ~ E FOOD AND WATEI~ CONSI~'MPTIO~" OF THE tCESTII~'G OR EXERCISING ALBI.~:O RAT ON" DIETS CONTAINI.N'G VARIOUS AMOUNTS OF FAT AND LOW
IN VITAMIN" BI. A. B. L. Beznak, M. Beznak, and I. Hajdu. Hwt~g. Acta Physiol. 1, 35-51(1947). The experimental period consisted of ( l ) the pre-exercise inactivity, (2) exercise, including forced running of the rats in a large revolving drum at the rate of 1 km. per hour from ] hour on the first day to 5 hours on the 13th (lay and continuing thus to the 28th day, (3) the post-exercise inactivity period. During (1') growth of animals ceased oil a diet containing 3% fat, and above this value the growth was proportional to the fat content of diet. During (2) with 3% fat in the diet, the rats began to grow again; with 8% fat, growth was slower; and with higher fat, weight was lost in proportion to the fat content of diets. During the second section of (2) all animals grew at increased rates that were inversely proportional to the fat contents of the dict. I)uring (3) all animals grew at an even greater rate with no correlation to fat content of the diet. The disturbances of growth are attributed to an inadequate supply of ~itamin B,, which caused an insufficient synthesis of f a t t y acids from carbohydrate. (Chem. Abs. 43, 9184.) T H E NUTRITION O]~~ VARIA~NTS OF
Lactobacillus bifidus.
R. M. Tomarelli, R. F. Norris, and P. Gyorgy. J. Biol. Chem. 181, 879-88(1949). Anaerobic bifid laetobacilli isolated from the stools of breast-fed infants gradually changed upon subsequent subculture to rod-like aerobes. These variants of Lactobacillus bifidus could be grown on a semisynthetic medium containing an enzymatic digest of casein if the medium were supplemented with human or cow's milk. t l u m a n milk contained a concentration of the growth factor 5 times greater than that of cow's milk. The growth factor of milk was found to be associated with the unsaturated f a t t y acid fraction. Unsaturated f a t t y acids, such as oleic, linoleic, and vaccenic, and related compounds also exhibited growth stimulation. The growth activity of whole milk was greatly increased by pancreatic digestion, and after d i g e s t i o n human milk and cow's milk were of equal activity. High concentrations of digested cow's milk, but not of human milk, were found to inhibit bacterial growth. O N THE MECHANISM OF I!;NZYME ACTION. X L . T H E INTERACTION OF SOLANIONE, RIBOFLAVIN, AND NICOTINIC ACID IN TIIE CARBOItYDRATE-FAT CO.N'VERSION
BY CERTAIN FUSARIA. F. F. Nord, J. V. Fiore, G. Kreitman, and S. Weiss ( F o r d h a m Univ., N. Y.). Arch. Biochem. 23, 480-94(1949). R.iboflaviu and nicotinic acid, when added to F. lini Bolley and pigmented and unpigmented F. lycopersici, affect their fat formation in varying ways, ~.e., they increase the desaturation of fats produced by F. lint Bolley, exert no effect on the fat of pigmented F. lycopers.ici, and have a varying effect on the fat of unpigmented Flyco depending on the amount of pigment produced. The observed changes in iodine absorption values in the fats of F. lint Bolley (grown with addcd R and NA) arc due to an alteration of the amount of sterol and linoleic acid content; those in the fats of unpigmented F. lycopersici involve a change in sterol and linolenic acid content. A.-N~TAOONISIV{ BETWEEN U~SATL'RATEI) FAT A c n ) s A.N~I) OTHER SURFACE-ACTIVE AGENTS ON GRAM-POSITIVE BACTERIA. E. Kodicek. Bull. soc. chim. biol. 30, 946-60
(1948). Review with bibliography. (Chem. Abs. 43, 5822.)
T I I E JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, ~EBRUARY, 1 9 5 0
9 Waxes E. H. McMullen, Abstractor SUGAR CANE WAX:
ITS F~KTRACTION, DEASHING, AND
BLEACIIING. A. Shearer. Intern. Sugar J. 51, 196-8 (1949). The mud press-cake is dried to approximately 18% moisture and coarsely ground. Extraction is effeeted at the [).p. of the solvent or at not less than 80 ~. Shell solvents X2 and X3 and benzene are recommended. D e a s h i u g is effccted by boiling the wax with sufficient llCl to give a sharp separation of wax arid water layers. The wax can be fractionated directly from solvent X3 by the addition of acetone, or by fractional crystallization of alcohol (97% by volume or higher). The wax is bleached with 7.5 to 12% K C 1 Q in 112SO 4 solution (7-14%). (Chem. AbE. 43, 7730.) EXTRACTABLE ~rAXES FROM AMERICAN LIGNITES.
W.
II. Ode (Bureau of Mines; Pittsburgh, Pa.) and W. A. Selvig. Ind. & Eng. Chem. 42, 131-5(1950). Beuzene and benzene-alcohol extractions of several American lignites showed Arkansas and California lignites gave higher yields of Montan wax than those from Montana, North Dakota, Texas, and Washington. The benzene extracts more chisely resembled commercial Montan wax than the mixed solvent extracts, although the resin ear, tent was greater than that of the Riebeek brand of wax from Germany. Properties of the extracts are listed. TilE SYNTIIETIC WAXES. Leo ivanovszky. Oil Colorer Trades J. 116, 315-16, 318, 320, 322(1949). Wax is defined as: "specific gronp of organic and as a rule opaque thermot)lastics" which melt between about 50 arid 90 ~ (exceptionally up to about 200 ~ ) to liquids of relatively low viscosity, do riot exhibit threadspinning phenomena, do form pastes or gels, and possess--as a r u l e - - i l l u m i n a n t and permanent glossproducing properties. Waxes are classified, replicas of natural waxes discussed, also saponifie~ition, characteristics, and constants. The more important synthetic and chemically modified waxes of commerce and allied products are listed. (Chem. Abs. 43, 7724.) SEPARATION OF GAS-OIL AND WAX FRACTIONS OF PE-
TICOLEUM RY ADSORPTION. Beveridge J. Mair, A. J. Sweetman, F. D. Rossini (National Bureau of Standards, Washington, D. C. (Ind. & Eng. Chem. 41, 222431(1949). A procedure for the fractionation of the gas-oil and the wax fractions of petroleum b y adsorption on silica gel is given. In a single-pass operation the gas-oil fraction can be separated into three portions--a mixture of paraffins and eycloparaffins, monolmclear aromatics, and polynuclear aromatics. The aromatic-free wax fraction can be separated into two portions--paraffins and cyeh)paraffins.
71
hydrocarbons with both air and IINO:~ is reviewed. Detailed procedures are given for separating the products resulting from air oxidation of paraffins ill the presence of K M n Q or vanadate catalysts. (Chem. Abs. 43, 7428.) EXAMINATION OF WAX SUSPENSIONS BY TURBIDIMET-
RIC METtlODS. M. E. Bolton (Petrolite Corporation, Ltd., New York) and A. W. Marshall. Soap Sanit. Chemicals 25, No. 9, 129-33, 141-3(1949). A simple visual turbidimeter, is suitable for measuring particle size in studying dry bright polishes. The maximum gloss for oxidized petroleum wax emulsions results from the minimunl particle size obtainable with a given wax. The gloss is reduced when an excess of emulsifying agent is used, and very excessive amounts harm stability (if the finished emulsion. Optimum particle size for the best gloss is in the range 0.060.75 ~. average particle diameter. Gloss of oxidized wax polishes can tie improved up to 300% by the addition of hard, glossy inert materials as long as the ability of the wax to form the optimum p a r t M e size is not impaired. (Chem. Abs. 43, 9491.) REFRACTIVE INDEX MEASUREMENTS AT ANI) ABOVE TilE MELTING POINT O1O SOLIDS, GUMS, RESINS, AND WAXES.
J. Dobran, M. M. Acker, and H. A. Frediani. J. Am. Pharm. Assoc. 38, 495-7(1949). The melting point and refractive index at the melting point for many of the gums, waxes, and resins normally used in the pharmaceutical laboratory have been determined and are listed as a means of ready identification. (Chem. AbE. 43, 9363.) PATENTS R E S I N - W A X COMPOSITION. Daniel Schoenholz and Leon Kresser (Foster I). Snell, Inc.). U. S. 2,482,070. A composition particularly useful in providing bright drying water dispersion waxes comprises an emulsion of a wax, e.g. carnauba or mixtures of carnauba with ouricury or eandelilla; a salt of the complex or adjunct of maleic anhydride with the abietate of a polyhydrie alcohol, e.g. an amine salt of the combination of maleie anhydride with glyceryl abietate; and an emlusifying agent, e.g. a water-soluble f a t t y soap, dissolved in the water, the wax and the salt being soluble in each other and present in the emnlsiou as the dispersed phase, the salt being 20 to 75% of the salt and wax. (Chem. Abs. 43, 9495.) ESTERS
OP KETONE-FORMALDEIIYDE CONI)ENSATION
PRODUCTS. llarold Wittcoff (General Mills, Inc.). U. S. 2,480,347. P o l y h y d r o x y condeIlsation products of formaldehyde with kctones (cf. U. S. 2,462.03.l) are totally or partially esterified with mixed f a t t y acids to furnish drying oils, plastieizers, waxes, or surface-active agents. (Chem. Abs. 43, 9527.)
EFFECT OF OIL ON PLASTI(? PROPERTIES OF PETtCOLEIIM
WAXES. W. L. Nelson and L. D. Stewart (Univ. of Tulsa, Tulsa, Okla.). Ind. & Eng. Chem. 41, 2231-38 (1949). T h i r t y blends of technical white oil with three typical waxes (paraffin and two microerystalline tankbottom waxes) were examined with respect to melting point, penetration, erystallinity i n d e x , plastic point, ductility, tensile strength, compressive strength, and flexibility. Test methods for each of the above properties are described. OXIDATION OF I'ARAPFINS. t I . V . Euler and H. Hasselquist. Arkiv Kemi, Mineral Geol. 26A, No. 23. 8 pp.(1949) (in German). The oxidation of paraffin
9 Drying Oils Robert E. Beal, Abstractor ~OYP, EAN AND RUBBERSEED OII,S. L . A . Jordan. Paint Technol. 12, 287 (1947). Soybean oil can be made into satisfactory alkyds and can be blended with drying oils to improve non-yellowing properties, flow, and brushability of paints. Rubberseed oil has drying properties intermediate between linseed and soybean oils and shonht give a higher yield of
72
THE JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, FEBRUARY, 1950
drying oil fraction by solvent-segregation ( f u r f u r a l ) than soybean oil does. (Chem. Abs. 43, 7718.) UTILIZATION OF ERUCIC ACID OILS. h . Zuekerman and N. H. Grace. Can. Chem. Process Ind.~. 33, 58893, 607(1949). Slight processing changes could lead to increased adaptability of erucic acid oils from rapeseed in paints and other products. (Chem. Abs. 43, 7240.) RUMANIAN GRAPESEED OIL. G. Alexa and C. Simionescu. Bull. inst. polytech. Jassy 3, No. 2, 296-300 (819-23) (1948). The oil is a superior semi-drying oil which polymerizes readily and dries rapidly to an elastic film. I t improves the elasticity of linseed oil films. By heating with 0.2% Ce or Co, greater change in refractive index, density, acid number, and I number occurred than with several other oils tested. (Chem. Abs. 43, 7241.) PATENTS PROCESS OF SEPARATING THE CONSTITUENTS OF TALL OIL AND SIMILAR MIXTURES. G. E . Taylor, J . S. M e t -
calf, and L. L. Branscomb (Monsanto Chemical Co.). U. S. 2,487,000. Tall oil is selectively esterified with a 1-5 carbon monohydric aliphatic alcohol and then fractionally distilled to recover an ester fraction, an intermediate fraction comprising abietic acid and a small proportion of alkyl esters, and a final pitch fraction. Abietic acid is crystallized from the intermediate fraction and heated at 250-350 ~ to recover a resin and a distillate fraction. DEHYDROCHLORINATION OF CHLORINATED FATTY AC-
AND ESTERS. G. lv~. Van Atta and W. C. Dietrich (Secy. of Agr., U. S.). U. S. 2,466,340. F a t t y acids of 8-20 C atoms with increased unsaturation may be prepared b y vapor-phase dehydrochlorination at 220300 ~ and 2-5 ram., of chlorinated f a t t y acids with various metal or metal oxide catalysts. (Chem. Abs. 43, 7502.)
IDS
TREATMENT OF FELT AND PRODUCTS OBTAINED THEREBY. Dunlop Rubber Co. Ltd., J. Rogerson, and F. W.
Warren. Brit. 572,747. A drying oil is heated in the presence of a drier and the product is emulsified with water. A sheet of felted fibers impregnated with the emulsion, pressed, and dried to allow the oil to oxidize forms a product suitable for a floor covering and for footwear soles. (Chem. Abs. 43, 7720.)
9 Detergents Lenore Petchaft, Abstractor DETERMINATION OF SURFACE-ACTIVEMATERIALSIN DILUTE SOLUTIONS. P. W. O. Wijga. Chem. Weekblad. 45, 477-80(1949). Some known methods from the literature are described for determining the content of synthetic surface-active substances in dilute solutions. A new method is given for determining f a t t y acid soap and synthetic products in mixtures. To 10 cc. of a solution containing about 20 mg. anion-active substance are added 25 cc. CHCI~, 10 drops Potamine Fast Red 8BNL solution (3g./1.) and distilled water to 75 cc. The surface layer turns carmine red, while the CHC13 layer remains colorless. With a f a t t y acid soap 5 cc. 0.1 N N a 0 H is added, while, for neutral or
alkaline substances, this is not needed. The titration is made with a cation-active material, such as 0.005 N Lissolamine A or Fixanol C, and the end point is reached with the first orange-red coloration of the CHC1 a layer. A surface-active substance for this titration must contain at least 11 C atoms. (Chem. Abs. 43, 8791.) DOUBLE REFRACTION OF SOAP SODs. Iteinrich Thiele. Kolloid Z. 112, 73-9(1949). Soap sols show a sign inversion of the streaming double refraction. This inversion is reversible. The sign of double refraction under streaming conditions depends on the H d o n concentration in the dispersion medium. Dissociation of the COOH groups of the f a t t y acids is depressed by H ions and increased b y OH ions. With greater dissociation and concentration of charged COOH groups heteropolar ion formation predominates, and the soap molecules arrange themselves in the form of rods. At lower COOH group concentrations the homopolar secondary valence structure of the paraffin chains predominates, and the f a t t y acid molecules arrange themselves side by side as in platelets. The various micelles have different optical properties. The soap sols are isotropic at the inversion point which is the true neutral point of the soap. Changing the micellar structure of soaps, as well as of Na palmitate and Na stearate, results in simultaneous changes in the viscosity, turbidity, fiber and film formation, gel formation, and foaming properties of the soap solutions. (Chem. Abs. 43, 8793.) PATENTS STABILIZED DETERGENT. Bruce Strain (Procter and Gamble Co.). U. S. 2,486,922. A mixture of alkyl sulfates or sulfonates, sodium tripolyphosphate, and sodium carbonate (to maintain proper p H ) was spray dried and then heat dried to produce a heavy d u t y detergent with improved solubility, greater freedom from dust, and the same efficiency as the corresponding mechanical mixture. HEAVY DUTY, HARD WATER DETERGENT. David R. Byerly (Procter and Gamble Co.). U. S. 2,486,921. A detergent composed of alkyl sulfates and sulfonates and sodium tripolyphosphates is suitable for use in hard water without curd deposition. ORGANIC DETERGENT BUILDER. John David Malkemus (Colgate-Palmolive-Peet Co.). U. S. 2,491,992. Detersive and foaming properties of anionic detergents such as monoglyceride sulphates are improved by addition of a cationic agent such as a derivative of N,N'-diethanol piperazine. SoAP POWDER CONSTITUTION. M. L. Hilaire. B~itish 625,686. The addition of trisodium phosphate to a castor oil soap, when effected during or after the saponification process, increases considerably the lathering qualities of the soap, particularly in sea-water. GERMICIDAL SOAP. William S. Gump (Givaudan Corp.). U. S. 2,487,799. An efficient germicidal soap prepared b y the addition of a 2,2'-dihydroxy halogenated diphenyl such as 2,2'~dihydroxy-5,5'-dibromodiphenyl. A
METHOD TO IMPROVE
THE APPEARANCE
OF
SOAP
FLAKES. Thomas P e n n y (Lever Brothers Co.). U . S . 2,490,098. A continuous process for the production of glossy finish soap flakes carried out b y passing the flakes through a steaming zone and then a drying zone to prevent them from sticking.